Sailing Cuba - South Coast Explorer
SAVE UP TO 20% on this tour

Those turquoise waters you always hear about in Cuba? They’re just as beautiful as everyone says — but don’t just see for yourself, you should try sleeping right on the gentle waves. This eight-day sailing tour starts and ends in vibrant Havana, then welcomes you onto our spacious catamaran to head down the southern coast. Along the way visit plenty of beaches, explore the colonial city of Trinidad, and snorkel right off the comfortable catamaran that’ll be your home away from home. With some of the freshest seafood you’ll ever taste, the only catch will be the daily one served at dinner.

  • Duration: 8 Days
  • Guaranteed Departure: Yes
  • Physical rating: Average
  • Supplier Tour ID: CCVT/217834
  • Your Guide: English speaking
  • Starts: Havana, Cuba
  • Finishes: Havana, Cuba
  • Age requirement: 12 +
You will Visit
  • Havana
  • Cienfuegos
  • Guajímico
  • Playa Ancón
  • Trinidad
  • Cayo Blanco
  • Cayos Machos de Fuera



Day 1: Havana/Cienfuegos

Arrive in time for the 3pm welcome meeting at the joining point hotel. After, travel to Cienfuegos and set sail, spending the night aboard the catamaran.
Have a safety briefing and dinner on board, then spend the evening getting acquainted with the crew and yacht, sailing out of Cienfuegos.


Day 2: Cienfuegos/Guajímico

Head down the coast to Guajimico, where you can enjoy a BBQ lunch, then free time in the afternoon to kayak, snorkel, or hike, and in the evening, indulge in local dishes and dance 'til you drop.


Day 3: Guajímico/Playa Ancón

Explore the Yaguanabo River in a kayak or dinghy, or relax on the picturesque beach, before continuing on to Playa Ancon.


Day 4: Trinidad

Travel into the town of Trinidad for a tour of the city and time to discover this Spanish colonial town that was founded in the 16th century and still preserves a look and feel of the past. Head back to the boat in the afternoon, and relax on the beach.


Day 5: Playa Ancón/Cayo Blanco

Head to Cayo Blanco and enjoy snorkelling the reef. Opt to try the specialty Paella for lunch, and kick back on beautiful beaches in the afternoon.


Day 6: Cayo Blanco/Cayos Machos de Fuera

Explore the remote and beautiful island of Cayo Macho. Snorkel the crystal-clear waters in search of colourful fish, relax on the beach, and dine delicious seafood.


Day 7: Cayos Machos de Fuera/Cienfuegos

Enjoy a final day of sailing the beautiful Cuban waters, as we make our way back to Cienfuegos. Opt to join the group for a final dinner, and night on the town.


Day 8: Cienfuegos/Havana

Depart Cienfuegos after breakfast and arrive back into Havana around midday when the trip will end. After being dropped off at the hotel your CEO will be able to help with onward travel arrangements.

    • Sailing along the southern coast of Cuba
    • Snorkelling, kayaking, and fishing equipment
    • Bath and beach towels
    • All transport between destinations and to/from included activities
    • EUR12 per day Cuba Sailing Tax
    • Twin/double bed cabins with shared bathrooms (7 nts)
    • 7 breakfasts, 4 lunches, 2 dinners
    • 25m (82 ft) sailing catamaran
    Group Leader
    • Chief Experience Officer (CEO) throughout, skipper and assistant/cook
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Tour Highlights:
  • Sail on a catamaran along the beautiful southern coast of Cuba
  • Stop to snorkel or share a drink with friendly locals
  • Sample delicious seafood - fresh from the ocean